Highly enantioselective construction of the key azetidin-2-ones for the synthesis of carbapenem antibiotics via intramolecular C-H insertion reactions of α-methoxycarbonyl-α-diazoacetamides catalysed by chiral dirhodium(II) carboxylates

被引：68

作者：

Anada, M ^{[1
]}

Watanabe, N ^{[1
]}

Hashimoto, S ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 15期

关键词：

D O I：

10.1039/a803176b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly enantioselective construction of 3-oxa-1-azabicyclo[4,2,0]octanes (up to 96% ee) has been achieved by intramolecular C-H insertion of alpha-methoxycarbonyl-alpha-diazoacetamides catalysed by dirhodium(II) complexes incorporating N-phthaloyl-(S)-amino acids as chiral bridging ligands, which provides a new, catalytic asymmetric route to key intermediates for carbapenem antibiotics.

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页码：1517 / 1518

页数：2

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